12-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Milan, Pisa, Arezzo, Rome, Florence, and Bologna

Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Trieste and Miramare / Miramar. At the end of the day, you’ll unwind at one of the finest accommodations in Venice, where you'll spend 1 night.

Canale Ponterosso Trieste is must-visit street and a great option for a daytime tour of the area. Continue your journey to Piazza Della Borsa, a beloved public square, located just a leisurely stroll away. Next, head to Piazza Unità D'italia, a respected public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Trieste. When you're ready, let your sightseeing route take you to the often recommended Molo Audace. If you’re looking for more, Miramare Castle is also an interesting attraction that is worthwhile a visit.

When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and relax before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, The Caffe Rosso provides a perfect setting for rounding out your night with style and great drinks. Likewise, Adagio offers a memorable night with diverse drink options and excellent service.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Your itinerary for day 3 of your road trip in Italy includes 2 stops and features some of the highlights of Venice and Verona. At the end of the day, enjoy the comforts of a top-rated hotel in Milan, where you'll spend 2 nights.

Awaiting your discovery is the timeless Rialto Bridge, a visually striking historical landmark in Venice. Next, go to Piazza San Marco.

After visiting Rialto Bridge and Piazza San Marco, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to Doge's Palace. This UNESCO world heritage-listed palace offers a unique experience. Verona Arena is another noteworthy attraction worthwhile a visit.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Milan. Milan offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Milan, Seta by Antonio Guida shines as one of the top destinations, known for its delicious international and contemporary cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Il Luogo Aimo e Nadia is known as a top local spot in Milan for its delicious italian contemporary and modern cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

On day 4 of your road trip, you will have an entire day to discover what to see in Milan. You’ll stay in Milan for 1 night.

Duomo Di Milano Museum makes a great addition to your morning plans. This world-famous church is a romantic place to see in Milan. Continue your discovery at Galleria Vittorio Emanuele Ii, a visually striking shopping mall with stories to tell.

As you stroll around Milan, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to La Scala. This popular opera house offers a picture-perfect encounter with Milan. Next, make your way to Sforzesco Castle Art Library to add another highlight to your day. After that, visit Parco Sempione, an astonishing park that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Milan.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely dining experience at Dessert Bar Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Radisson Blu Hotel Milan, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Qui Si Mangia. It’s yet another ideal choice to enhance your time in Milan tonight.

After enjoying a fulfilling meal, continue your evening at Kilburn Cocktail Bar Milano, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Frida offers a welcoming atmosphere for easing into the nightlife. Similarly, The Friends Pub Milano provides an excellent environment for a relaxed and enjoyable evening.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

On day 5 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Milan and Genoa are on today's agenda. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

Visiting Chiesa Di Santa Maria Presso San Satiro is always a good idea. This locally appreciated church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the awe-inspiring wonders of Aquarium Of Genoa, a must-see aquarium in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Via Garibaldi. This worthwhile street offers an enriching experience. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Pisa, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Pisa. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a lovely dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a popular restaurant in Pisa. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Pisa at il Mercante, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated La Ghiotteria. It’s yet another ideal choice to enhance your time in Pisa tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Jeffer Cocktails & Friends, a well-loved spot among locals and tourists. Or, head to Le Parisien Wine Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Las Volta Cocktailbar, another top-rated place in the area.

Savor another day of unforgettable experiences in Italy!

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Pisa and Siena. When you’re not sightseeing, take time to relax at your chosen hotel in Arezzo, where you’ll be staying for 1 night.

Start your day at Knights' Square. This respected public square is an underrated place to see in Pisa. Then, wander over to Leaning Tower Of Pisa. If culturally significant sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Del Duomo, Pisa. This UNESCO world heritage-listed public square is a favorite among visitors.

Pisa offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Siena Cathedral is a locally renowned spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the visually striking Piazza Del Campo. Take a moment to appreciate the fascinating details of this extraordinary public square.

When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and relax before you head out to tour the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Arezzo. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Get ready for an unforgettable culinary journey in Arezzo by reserving a table at Octavin. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.

If you’re not ready to end the night just yet, Liquid Bar offers a perfect venue to relax and savor a drink.

Relax and look forward to more memorable moments to come!

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Vatican City. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 2 nights.

Experience Vatican Museums, a timeless art museum in the city.

After exploring the chapel, visit the globally renowned St. Peter's Basilica.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Rome is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rome.

Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Almalu Trastevere is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Viminale Di Pepi Maurilio ensures a night out tailored to your taste.

Take some time to reflect on your day and savor another beautiful night in Italy.

Day 8 offers an itinerary packed with the best things to see in Rome. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Make a stop at Colosseum. This globally renowned archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Roman Forum located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Pantheon. Its culturally significant features will captivate you. After the monument, continue your tour of the city with a visit to Piazza Navona. Visitors usually appreciate the noteworthy features of this public square. Next up is Castel Sant'angelo, a highly recommended castle.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Head back to your accommodation in Rome and get some rest to prepare for another magical day of your road trip in Italy.

Dive into day 9 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 1 night.

Catch Altare Della Patria before the crowds roll in. This detailed monument is sure to ignite your curiosity. Next, dive into the enchanting features of Trevi Fountain, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Di Spagna, a timeless public square. For a change of scene, check out Piazza Del Popolo, known for its noteworthy features. We also recommend visiting Villa Borghese. This park is a must for anyone looking to experience the city to the fullest.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

Get a good night's sleep and look forward to another great day on the road in Italy!

Your itinerary for day 10 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Bologna, where you'll spend 1 night.

Look forward to a unique sightseeing adventure at the widely recognized Piazza Della Signoria and allow yourself time to explore. Just a short distance away you'll find your next stop, Cathedral Of Santa Maria Del Fiore, a visually striking church that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the famous Uffizi Gallery. When you're finished at the art gallery, Piazzale Michelangelo awaits your visit. This observation deck is a grand highlight on today's itinerary.

When you’re done exploring for the day, you’ll drive to your hotel in Bologna. Check in and relax before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Bologna's best restaurants.

Treat yourself to an extraordinary dining experience at Ahimè, a Bib Gourmand restaurant offering an incredible country cooking menu. Alternatively, if your taste buds call for something different, I Portici is one of the best restaurants for creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Celebrate another amazing day of your road trip adventure in Italy!

On day 11 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Bologna and Padua are on today's agenda. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

Make a stop at Piazza Maggiore. This spectacular public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Two Towers located in Bologna for another exciting encounter.

Next, immerse yourself in the setting of The Basilica Of St. Anthony. Its culturally significant features will captivate you. After the church, continue your tour of the city with a visit to Prato Della Valle. Visitors usually appreciate the enchanting features of this public square.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Trieste. Trieste offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Trieste, it's often a good idea to reserve a table in advance.

Discover the culinary delights of Trieste by securing a reservation at Harry's Piccolo. Esteemed for its 2-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. Alternatively, Caffè San Marco beckons with its unique menu offerings.

Following your dinner, dive into the local bar culture at Mast. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Urbanis, the perfect place for those looking to experience the best of the nightlife. Similarly, Coktail Bar Trieste | La Preferita provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Head back to your accommodation in Trieste and get some rest to prepare for another magical day of your road trip in Italy.